
Cottage holiday rentals in Flagler Beach
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Top-rated cottage rentals in Flagler Beach
Guests agree: these cottages are highly rated for location, cleanliness and more.

Redbird cottage and farm. Equestrian lake cottage
Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

Samsula Cottage peaceful setting and relaxing
1926 Samsula cottage has a relaxed quiet beach feel. It is off highway 44 and ten minutes to the beach close to Daytona racing. The cottage sits on 10 acres room for bikes, and Rv’s. It can sleep 4. Pet friendly and there is an enclosed pet run or shed for bikes. Golfing and good restaurants are three minutes. DisneyWorld is one hour away. We have one bedroom with queen bed and one queen sleeper in the patio area. The space sleeps four. We are following cleaning guidelines recommended by Airbnb.

Lakefront cottage and dock★Free bikes & paddleboat
Bring your fishing gear or small boat to enjoy a fun getaway at the Captain's Cottage with a dock on Lake Stella. Key-less entry allows for self check-in and welcomes you to this comfortable clean 962 sq. ft. space with two queen size beds, one bathroom, full kitchen, florida room, and a fenced-in backyard. A paddle boat is provided. Three kayaks and 2 bicycles are also available! Or you can bring your boat and go fishing! Enjoy swimming, lovely sunsets and strolls around the beautiful lake.

Fun Waterfront Retreat, Heated Pool, Rooftop Deck
You've found your waterfront oasis tucked under the White Birds of Paradise! This spacious retreat was formerly a commercial art gallery. Two queen beds, one full bathroom & full kitchen make for comfortable living! You have a fenced path leading you down to the beautiful waters of Salt Run where a rooftop deck & salt water in-ground pool invites you to relax and slow down. Less than a mile to downtown St. Augustine, a little over a mile to the Amphitheater and about 3 miles to the beach.

Walk Historic Downtown! “Blue Heaven”
Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

St John's Cottage Astor- escape to the forest!
A little bit of Old Florida - stay in this quirky cottage on the edge of Ocala National Forest with its beautiful clear springs! Set in an acre of land away from the crowds, with plenty of room to bring your toys, you're all set for outdoor adventures - Springs galore, river boating, horseback,kayaking ,skydiving, hiking- gorgeous outdoor deck& patio, grill! We allow one non-shedding dog, no pet fee charged, we just ask that your fur baby is kept off the furniture at all times.

Cheerful lakeside 2/2 cottage with a private pool
Welcome to the writers cottage. Enjoy the peace and quiet of this lakeside cottage located close to all that Palm Coast has to offer. Close to the beach, golf courses and walking distance to restaurants, coffee and grocery. Watch the turtles line up on the log; catch some fish; read a book or even better write your book at the desk in the back enclosed patio. Take a walk in the neighborhood up to Holland Park for the free splash pad, amazing playground and recreational facilities.

The Shire on 1 acre marshfront with dock and Spa
One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Enchanting courtyard, quiet cottage by beach
Very comfortable, relaxed island breezy appeal. King and queen bedrooms, additional quality blow up queen mattress. Open living space with French doors leading to back deck. Spacious kitchen, dining & breakfast nook. Gorgeous private courtyard with string lights for magical night time ambiance. Expect everything you may need with complimentary wine and baked goods upon arrival. Local dining scene is incredible! No smoking inside! *See house rules for pet info.

Directly on the Beach! Your Own Private Paradise.
RELAX, RENEW, RE-CHARGE. Cottage on the Sea!! Your very own Beautiful Private Cottage DIRECTLY ON the BEACH! Enjoy DIRECT oceanfront, private, beach walkway right off the Cottage! Enjoy the waves’ lullaby, enchanting sunrises, ocean breezes, rejuvenating ocean waters, 3 separate furnished patios and of course the beautiful Cottage itself! Get away, relax, renew, re-charge. A definite ONE of a kind! A beautiful, tranquil, zen, enchanting experience. Paradise awaits

Couples Boho Bungalow close to Beach and Downtown
Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, Boho themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

1920's Cottage by the Coast Near Beach & Downtown
Light-filled 1920's cottage with historic charm and modern updates. It's walking distance to the beautiful Salt Run inlet, famous St. Augustine Amphitheater and Lighthouse, Anastasia State Park, The Alligator Farm, a boat ramp, public tennis courts and amazing restaurants. A short bike ride will take you to the beach, pier, historic downtown, and amazing places to dine and shop.
Popular amenities for cottage rentals in Flagler Beach
Cottage rentals with a hot tub

Cozy Beach Cottage

Beautiful Water Front Astor Cottage w Hot tub

3BR/2 Bath/Outdoor Kitchen/Hot Tub/Ocean 3 blocks

Sandy Feet Retreat-Hot Tub! Heated Pool Available

420 Friendly & Clothing Optional waterfront cabin

The Coconut Cottage. Hot Tub. Walk To Beach

The Luxury Lake Front Zen Casa

Bryn Mawr Ocean Resort # 63
Pet-friendly cottage rentals

Cozy Beach Bungalow Steps from Flagler Ave

Downtown House near Flagler College & St George st

Manatee & kayak friendly waterfront cottage

Waterfront home with private dock, walk to beach

Coastal Cottage -firepit, pet fence, kayaks, bikes

Pet Friendly Getaway 3 Blocks to Old City-Unit A

Beach House 1 block from beach and Flagler Ave

Vilano Charmer, Capo’s Cottage, 1/2 block to beach
Private cottage rentals

The Castle Cottage

Cottage walk to St. Augustine Quiet Street Close

Olastay Cottage

Perfect location- Cottage Retreat in historic area

Beach House Getaway @ 46 Peppertree RV Resort

Perfect Beach Cottage Steps from the Sand!

Tones of Blue

Mellon Haven - Island Cottage
Quick stats about cottage rentals in Flagler Beach

Nightly prices starting at
Flagler Beach holiday rentals start at $208 SGD per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Flagler Beach rentals

4.8 Average rating
Flagler Beach stays are highly rated by guests – averaging 4.8 out of 5!
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